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L1751

Sigma-Aldrich

Ethyl linoleate

≥99%

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Synonym(s):
Linoleic acid ethyl ester
Linear Formula:
CH3(CH2)3(CH2CH=CH)2(CH2)7COOC2H5
CAS Number:
Molecular Weight:
308.50
Beilstein:
1727827
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.25

biological source

plant oil (safflower)

Assay

≥99%

form

liquid

refractive index

n20/D 1.455 (lit.)

bp

224 °C/17 mmHg (lit.)

density

0.876 g/mL at 25 °C (lit.)

functional group

ester

lipid type

omega FAs

shipped in

ambient

storage temp.

−20°C

SMILES string

CCCCC\C=C/C\C=C/CCCCCCCC(=O)OCC

InChI

1S/C20H36O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-4-2/h8-9,11-12H,3-7,10,13-19H2,1-2H3/b9-8-,12-11-

InChI key

FMMOOAYVCKXGMF-MURFETPASA-N

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This Item
L1376622621265843
Ethyl linoleate ≥99%

Sigma-Aldrich

L1751

Ethyl linoleate

Linoleic acid ≥99%

Sigma-Aldrich

L1376

Linoleic acid

Ethyl linoleate technical, ≥65% (GC)

Sigma-Aldrich

62262

Ethyl linoleate

Ethyl linoleate United States Pharmacopeia (USP) Reference Standard

USP

1265843

Ethyl linoleate

assay

≥99%

assay

≥99%

assay

-

assay

-

form

liquid

form

liquid

form

-

form

-

refractive index

n20/D 1.455 (lit.)

refractive index

n20/D 1.466 (lit.)

refractive index

n20/D 1.455 (lit.)

refractive index

n20/D 1.455 (lit.)

bp

224 °C/17 mmHg (lit.)

bp

229-230 °C/16 mmHg (lit.)

bp

224 °C/17 mmHg (lit.)

bp

224 °C/17 mmHg (lit.)

density

0.876 g/mL at 25 °C (lit.)

density

0.902 g/mL at 25 °C (lit.)

density

0.876 g/mL at 25 °C (lit.)

density

0.876 g/mL at 25 °C (lit.)

Biochem/physiol Actions

Ethyl linoleate may be used as a reference material in assays that quantify fatty acid ethyl esters (FAEEs) for detection of alcohol abuse. Linoleic acid ethyl ester (Ethyl linoleate) may be used and studied as an acetylcholinesterase (AChE) inhibitor.
Ethyl linoleate solated from Oxalis triangularis inhibits forskolin-induced melanogenesis and tyrosinase activity in mouse B16 melanoma cells . This anti-melanogenic effect is mediated by inhibiting cAMP production.

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Customers Also Viewed

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Fritz Pragst et al.
Therapeutic drug monitoring, 30(2), 255-263 (2008-03-28)
The retrospective detection of alcohol consumption during pregnancy is an important part of the diagnosis of the fetal alcohol syndrome. A promising way to solve this problem can be the determination of fatty acid ethyl esters (FAEE) or/and ethyl glucuronide
Jonathan Kissling et al.
Phytotherapy research : PTR, 19(11), 984-987 (2005-12-01)
In a search for potential acetylcholinesterase (AChE) inhibitors, the ethanol extract of the bulbs of Crinum x powellii (Amaryllidaceae) was found to demonstrate a marked inhibition of this enzyme. Using a bio-guided isolation strategy, linoleic acid ethyl ester has been
Abdulsallam Bakdash et al.
Analytical and bioanalytical chemistry, 396(7), 2469-2477 (2010-02-11)
Fatty acid ethyl esters (FAEE) and ethyl glucuronide (EtG) were determined in 602 meconium samples in a maternal health evaluation study for detection of gestational alcohol consumption. A validated headspace solid phase microextraction method in combination with GC-MS was used
Janine R Hutson et al.
Alcohol (Fayetteville, N.Y.), 45(2), 193-199 (2010-08-14)
Fatty acid ethyl esters (FAEEs) are nonoxidative metabolites of ethanol, and elevated levels of FAEE in meconium are a useful biomarker for heavy prenatal alcohol exposure. FAEE in meconium has been recommended as useful and cost-effective for universal screening for
B L Hungund et al.
Alcoholism, clinical and experimental research, 19(2), 374-377 (1995-04-01)
The fate of [14C]ethyl-linoleate (EthLin) after its intravenous administration was investigated in pentobarbital-anesthetized rats. The disappearance of [14C]EthLin from the plasma was very rapid and followed quite closely a biexponential function of time. Fitting of the experimental data to a

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